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Giving new life to an old haunt, the Cayman Spirits Company has turned the onetime bar area of the historic Pedro St. James into a rum-centric saloon and café: the Outpost Bar. Go for a tasting, and you’ll try as many as five local rums, one of which—the 1780—is aged and available exclusively on-site. The next most important variety to sample here is the Seven Fathoms, if only so you can say you’ve tasted rum that’s been anchored and aged 42 feet (i.e., seven fathoms) below the Caribbean’s surface. Of course, considering the Outpost’s view—prime, uninterrupted seascape—you could have pretty much any drink in hand and be happy.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

Duffy’s calls itself a “bar that serves great food.” Its brand of fruity tropical cocktails (some served in ceramic skulls) and casual fare seems somehow perfect for a relaxing Caribbean vacation. The restaurant claims to have hosted “pirates, debutantes, nerds, and rock stars.” From the outside, Duffy’s looks unassuming, but inside the colorful tiki bar decor features standard elements, such as bamboo-pole siding, spruced up with maritime mementos from around the Caribbean.

Just steps from the sea, on the pine-shaded terrace of the Cheval Blanc St. Tropez (formerly La Résidence de la Pinède hotel), the Vague d’Or celebrates the riches of the sea. Chef Arnaud Dockele’s passion for the region is evident in each bite—and Michelin inspectors have given three stars to the kitchen to reward his creativity in dishes like spider crab in a citrus bath; a verbena-infused bouillon; and abalone served with locally grown onions. Pastry chef Guillaume Godin picks his inspirations from nearby orchards with desserts based on apricots and almonds and local lemons that make the perfect end to a meal under the stars.

Quinto La Huella is the second location of arguably Uruguay’s most famous and best restaurant, the Parador La Huella in the tiny resort town of José Ignacio. On the fifth floor of the East, Miami, hotel, the eatery uses a wood-fired parrilla (grill) and oven to cook nearly everything on the menu. The dining room is wrapped in wood, and the outside dining area is a garden oasis with leafy foliage, great music, and a homey vibe. The burrata, served with fresh figs, prosciutto, and walnuts, is a standout starter, and don’t forget to order smashed potatoes, which are served as they are in Uruguay: The potato is grilled over the fire and smashed right before serving, to retain the natural texture of the vegetable.

My favorite way to start a day in Tianzifang is with a hearty breakfast at Kommune. With a notably large courtyard, it’s a fabulous place to kick off a warm-weathered day and even if you’re a little chilly, the coffee comes in bowl sized mugs that will warm you right up. Open from 7am-1am daily. (They also have a great wraps at lunch and a happy hour from 5pm-7pm.)

While South Africa isn’t known for its sushi, you can easily satisfy your craving in Cape Town at Willoughby & Co. The menu at this waterfront restaurant is encyclopedic—there’s everything from Boston clam chowder and spaghetti marinara to prawn curry and teriyaki chicken ramen, but sushi is the star. Try the chili-seared tuna sashimi or the tuna roll with caviar sesame seeds.

Watch local artisans weave handmade baskets, hats, and bags from local grasses and palm fronds using traditional methods at the Middle Caicos Co-op. This nonprofit center helps support the local community on Middle Caicos and keeps Caribbean crafting traditions alive. Visitors stopping by the studio, located in Conch Bar, will often find a handful of the co-op’s 60 artists on site, happy to demonstrate their process and answer questions as they work on their pieces. Along with woven items, you’ll also find model sailboats, jewelry, and other handicrafts.

La Terrasse, the most refined rooftop bar in Paris, attracts a well-heeled crowd who want the view without a fuss. White umbrellas provide shade over the spacious tables on this romantic rooftop garden with rose-lined alcoves and iconic views of the Eiffel Tower, an altogether peaceful place to enjoy a champagne cocktail and watch the sun set. As dusk inches into evening, consider dining at the bar’s prix fixe restaurant—the small menu of seasonal dishes is perfect for a hot summer evening. (If the price of a cocktail here is beyond your travel budget, reserve a spot at Le Quarante Trois cocktail bar, a more affordable rooftop garden option atop the Holiday Inn Paris–Notre Dame.)

A 1901 landmark in Hanoi’s French Quarter, the colonial-style Sofitel Legend Metropole has long been a celebrity magnet, welcoming presidents, ambassadors, and literary and cinematic royalty into its marble lobby. Somerset Maugham and Graham Greene both wrote books here (The Gentleman in the Parlour and The Quiet American, respectively); Charlie Chaplin and Paulette Goddard celebrated their honeymoon at the property; and Jane Fonda and Joan Baez took to the bomb shelter beneath the hotel during air raids (book the complementary Path of History Tour, held every day at 5 and 6 p.m., for a chance to see where they hid out).

The 364 guest rooms are divided between two wings: The historic Metropole section has decor shaped by French architecture and Vietnamese culture (think wood floors, louver windows, bird-cage lampshades, and porcelain light fixtures); the newer wing, opened in 1996 just across the traffic circle from the Opera House, has a strong Neoclassical edge with rooms in dramatic red, black, and white. With its green awning, filigree ironwork, and outdoor wood-deck seating, La Terrasse has the feel of a Parisian café, while Le Beaulieu restaurant serves classic French fare and a decadent Sunday brunch. Spices Garden showcases Vietnamese flavors, and three drinking dens—sleek Angelina, gentlemanly Le Club Bar, and poolside Bamboo Bar—appeal to every kind of spirits lover. Between the central courtyard garden and the pool sit the SoFit gym and Le Spa, with eight rooms for soothing East-meets-West treatments.

From the luxury Oetker Collection, Le Bristol is one of the first hotels in France to obtain Palace distinction. Occupying nearly an entire block on Rue du Faubourg Saint-Honoré near the Élysée presidential palace, this soulful property has been a gathering place for Parisians since 1925. The 190 guest rooms, which feel like private apartments, are decorated with precious fabrics, paintings, and 18th-century antiques. The on-site attractions include a spa by Le Prairie, a teak-lined pool resembling a yacht, and a courtyard garden fragrant with jasmine. For more than a decade, chef Eric Frechon has held three Michelin stars at Epicure, where menu fixtures include the macaroni stuffed with black truffle and foie gras. Frechon’s culinary dominions are a portal into French gastronomy itself: The hotel has its own chocolate factory, cheese cellar, flour mill, and boulangerie.

After years at Ladera’s Dasheene Restaurant, where he won awards and was recognized as a leader of the island’s sustainable food movement, chef Orlando Satchell opened his own smaller restaurant on the coast. Presentation and flavor inform Satchell’s culinary creations, including his versions of island pepper pot and creole kingfish. Innovative salads like saltfish with christophene and papaya provide lighter options. Dinners are fixed four- to five-course menus, and lunches are available as well. Orlando’s is a welcome addition to the ever-evolving St. Lucian gourmet dining scene.

Among the 20 percent of Aruba that’s protected land, Arikok National Park boasts lava fields, limestone terrain, and a small beach, all crisscrossed with picturesque hiking trails. Paths lead to gold mine ruins, former plantations, and paintings by the island’s native Arawak people, making for an exciting place to visit. Explore the park by mountain bike, horseback, or car, or take a free walking tour with a park ranger (reservations must be made at least 24 hours in advance). You’re likely to see snakes, owls, bats, lizards, and myriad birds, as well as goats and the local donkeys.

Set high above the St. Lawrence on Cap Diamant, overlooking Old Québec, this imposing yet inviting landmark is as much a lodging as it is a tourist attraction, borne out of its reputation as the most photographed hotel in the world. Opened in 1893 by the Canadian Pacific Railway to drum up luxury riders for its trains, the castle-like Fairmont Le Château Frontenac feels every bit as grand today as it must have when Roosevelt and Churchill secretly hatched plans for the invasion of Normandy here in 1943—and it continues to be the hotel of choice for A-list celebrities and other notables. A $75 million renovation in 2014 updated the 611 rooms with a more contemporary feel, draping spaces in chic furnishings and soothing shades of gray and cream, plus butter-yellow or soft turquoise accents. The spa features seven treatment rooms adjacent to an indoor pool, whirlpool, steam rooms, and a gym, but the hotel has become a destination for its food: Champlain restaurant is helmed by acclaimed young chef Stéphane Modat and offers a modern take on Québécois cuisine alongside magnificent views, while 1608 Wine & Cheese Bar highlights local wines, cheeses, and charcuteries.

Foodies, rejoice. Torvehallerne is a one-stop shop for several meals, snacks, and gourmet groceries or gastronomical gifts. It’s an airy, light-filled building with all kinds of purveyors, from fantastic coffee shops, chefs cooking fresh pasta and serving it hot to you at the counter, a farmers market outside, a tapas bar, you name it. If you’ve ever been to Florence, think of Mercato Centrale, but in a nicer setting and housing more variety. Ride your bike there to grab a bite or to spend the day enjoying its bounty.